[1-(5,8-Dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3,4-dimethylpent-3-enoate

Details

• Internal ID: 077f6768-79df-4213-a1b9-3e78fb03e14f
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: [1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3,4-dimethylpent-3-enoate
• SMILES (Canonical): CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)CC(=C(C)C)C)C
• SMILES (Isomeric): CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)CC(=C(C)C)C)C
• InChI: InChI=1S/C23H26O6/c1-12(2)6-9-19(29-20(27)10-14(5)13(3)4)15-11-18(26)21-16(24)7-8-17(25)22(21)23(15)28/h6-8,11,19,24-25H,9-10H2,1-5H3
• InChI Key: OHRCEQTZXISPOL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₆
• Molecular Weight: 398.40 g/mol
• Exact Mass: 398.17293854 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 4.42
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.5702	57.02%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8339	83.39%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.9067	90.67%
OATP1B3 inhibitior	+	0.8099	80.99%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9093	90.93%
P-glycoprotein inhibitior	-	0.4329	43.29%
P-glycoprotein substrate	-	0.7714	77.14%
CYP3A4 substrate	+	0.5543	55.43%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8786	87.86%
CYP3A4 inhibition	-	0.8366	83.66%
CYP2C9 inhibition	+	0.6314	63.14%
CYP2C19 inhibition	+	0.6706	67.06%
CYP2D6 inhibition	-	0.6969	69.69%
CYP1A2 inhibition	+	0.7408	74.08%
CYP2C8 inhibition	-	0.6517	65.17%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8922	89.22%
Carcinogenicity (trinary)	Non-required	0.6650	66.50%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.7523	75.23%
Skin irritation	-	0.7859	78.59%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6672	66.72%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.6651	66.51%
skin sensitisation	-	0.6006	60.06%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7004	70.04%
Acute Oral Toxicity (c)	III	0.5630	56.30%
Estrogen receptor binding	+	0.8074	80.74%
Androgen receptor binding	+	0.6286	62.86%
Thyroid receptor binding	-	0.5755	57.55%
Glucocorticoid receptor binding	+	0.7841	78.41%
Aromatase binding	+	0.5417	54.17%
PPAR gamma	+	0.8174	81.74%
Honey bee toxicity	-	0.8625	86.25%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.72%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.44%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.37%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.63%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	85.97%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.80%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.64%	94.73%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.26%	94.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.07%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.36%	96.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.07%	96.67%
CHEMBL340	P08684	Cytochrome P450 3A4	80.03%	91.19%

Plants that contains it

• Amorpha fruticosa
• Arnebia euchroma
• Arnebia guttata
• Lithospermum erythrorhizon

Cross-Links

• PubChem: 5321814
• NPASS: NPC189325
• LOTUS: LTS0086827
• wikiData: Q105192219